ChemicalBook > CAS DataBase List > Coumalic acid
Coumalic acid
- Product Name
- Coumalic acid
- CAS No.
- 500-05-0
- Chemical Name
- Coumalic acid
- Synonyms
- CUMALIC ACID;2-OXO-2H-PYRAN-5-CARBOXYLIC ACID;courMaric acid;Dilzen;Dilticard;COUMALIC ACID;CUMALINIC ACID;Coumalicacid,97%;CouMalic acid 97%;Coumalic Acid >
- CBNumber
- CB6382395
- Molecular Formula
- C6H4O4
- Formula Weight
- 140.09
- MOL File
- 500-05-0.mol
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Coumalic acid Property
- Melting point:
- 203-205 °C (dec.) (lit.)
- Boiling point:
- 218 °C/120 mmHg (lit.)
- Density
- 1.2154 (rough estimate)
- refractive index
- 1.4434 (estimate)
- Flash point:
- 218°C/120mm
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 2.80±0.20(Predicted)
- color
- White to Light yellow to Light orange
- Water Solubility
- Very soluble in water.
- Merck
- 14,2557
- BRN
- 119747
- LogP
- 0.411 (est)
- CAS DataBase Reference
- 500-05-0(CAS DataBase Reference)
- NIST Chemistry Reference
- 2H-Pyran-5-carboxylic acid, 2-oxo-(500-05-0)
- EPA Substance Registry System
- 2H-Pyran-5-carboxylic acid, 2-oxo- (500-05-0)
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- C85409
- Product name
- Coumalic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $29
- Updated
- 2025/07/31
Sigma-Aldrich
- Product number
- C85409
- Product name
- Coumalic acid
- Purity
- 97%
- Packaging
- 25g
- Price
- $94.62
- Updated
- 2025/07/31
TCI Chemical
- Product number
- C0391
- Product name
- Coumalic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 5g
- Price
- $35
- Updated
- 2025/07/31
TCI Chemical
- Product number
- C0391
- Product name
- Coumalic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 25g
- Price
- $121
- Updated
- 2025/07/31
TRC
- Product number
- C745200
- Product name
- Coumalic Acid
- Packaging
- 10g
- Price
- $365
- Updated
- 2021/12/16
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Coumalic acid Chemical Properties,Usage,Production
Chemical Properties
pale yellow to pale brown powder
Uses
Coumalic acid undergoes thermal reaction with 1,3-butadiene to yield dimethyl tricycle[3.2.1.02,7]oct-3-ene-2,4-dicarboxylate.
Definition
ChEBI: Coumalic acid is a pyranone.
General Description
Decarboxylates to α-pyrone, a Diels-Alder diene.
Synthesis
617-48-1
500-05-0
The general procedure for the synthesis of coumaric acid from DL-malic acid was as follows: fuming sulfuric acid (287 g) was slowly added dropwise over a period of 2 hours to a suspension of DL-malic acid (200 g) dissolved in concentrated sulfuric acid (313 g) at 75 °C. After the dropwise addition was completed, the reaction mixture was continued to be stirred at the same temperature for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently poured slowly into ice water over a period of 1 hour. After stirring for 15 minutes, the mixture was left to stand overnight. On the following day, the mixture was cooled to below 10°C and the coumaric acid crude product was isolated by filtration. After washing and drying, coumaric acid was obtained (71 g, 95% purity, 65% yield).
Purification Methods
The acid crystallises from MeOH. The methyl ester has m 73-74o (from pet ether) and b 178-180o/60 mm. [Beilstein 18/8 V 120.]
References
[1] Liebigs Annalen der Chemie, 1990, p. 233 - 238
[2] Journal of Heterocyclic Chemistry, 2008, vol. 45, # 1, p. 229 - 234
[3] Patent: WO2004/792, 2003, A1. Location in patent: Page 15
[4] Organic Process Research and Development, 2003, vol. 7, # 1, p. 74 - 81
[5] Patent: CN103788039, 2016, B. Location in patent: Paragraph 0039; 0041-0044
Coumalic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Coumalic acid manufacturers
R&D Scientific Inc.
- Product
- Coumalic acid 500-05-0
- Price
- US $1250.00/Kg
- Min. Order
- 0.100Kg
- Purity
- 99 %
- Supply Ability
- 500 Kg
- Release date
- 2025-05-24
Hebei Zhuanglai Chemical Trading Co.,Ltd
- Product
- Coumalic acid 500-05-0
- Price
- US $65.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000kg/week
- Release date
- 2024-05-27
Shanghai UCHEM Inc.
- Product
- Coumalic acid 500-05-0
- Price
- US $26.00-278.00/g
- Min. Order
- 25g
- Purity
- 0.97
- Supply Ability
- 25kg
- Release date
- 2023-12-15
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